Dimethyl Sulfone → HCID 86737500, compound

HRID 1413747Notes

Reaction equation

HRID 1413747 reaction equation
[H-].[Na+].[CH3:3][S:4]([CH3:7])(=[O:6])=[O:5].[C:8]([C:12]1[C:21]([N:22]([CH3:24])[CH3:23])=[CH:20][C:15]([C:16](OC)=[O:17])=[CH:14][C:13]=1[N:25]([CH3:27])[CH3:26])([CH3:11])([CH3:10])[CH3:9]>CS(C)=O>[C:8]([C:12]1[C:13]([N:25]([CH3:27])[CH3:26])=[CH:14][C:15]([C:16](=[O:17])[CH2:3][S:4]([CH3:7])(=[O:6])=[O:5])=[CH:20][C:21]=1[N:22]([CH3:24])[CH3:23])([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 3

HCID 6213Dimethyl SulfoneHCID 24758Sodium hydrideHCID 86737501HCID 86737501, compound

Product 1

HCID 86737500HCID 86737500, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A suspension of 2.4 g. of sodium hydride (50% suspension in oil) and 7.05 g. of dimethylsulfone in 17.5 ml. of dimethylsulfoxide was stirred with the exclusion of moisture for 2 hours at 50° C. 6.9 G. of methyl 4-tert. butyl-3,5-bis(dimethylamino)benzoate were then added, and the mixture was stirred at room temperature for 1.5 hours. The solution was diluted with 150 ml. of ice water, the precipitated solid material filtered off, washed with water and recrystallized from methanol, there being obtained 4'-tert. butyl-3',5'-bis(dimethylamino)-2-methylsulfonylacetophenone having a melting point of 177°-179° C.

Workup

  1. additionA suspension of 2.4 g
  2. additionThe solution was diluted with 150 ml
  3. filtrationof ice water, the precipitated solid material filtered off
  4. washwashed with water
  5. customrecrystallized from methanol, there

Sources & evidence

ORD record
ord-df3e66ebb7bc4cca840de1b8a46ced85
Source dataset
uspto-grants-1981_02
Patent number
US04251454

Reaction notes

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